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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Highland apartments

Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Apartment in Highland

9.8 out of 10, Exceptional, (26)
"Perfect location and stay"
United States
kareem e.
The price is SAR 807
SAR 1,227 total
includes taxes & fees
31 Dec - 1 January 2026
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Terrace/patio
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Apartment in Highland

10.0 out of 10, Exceptional, (1)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is SAR 619
SAR 1,417 total
includes taxes & fees
5 Jan - 6 January 2026
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is SAR 338
SAR 1,032 total
includes taxes & fees
10 Dec - 11 Dec
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
1 bedroom, WiFi, bed sheets
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Apartment in Beacon

10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
The price is SAR 413
SAR 912 total
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Terrace/patio
Dream getaway apartment in the foot of Gunks Ridge

Apartment in Wallkill

9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is SAR 300
SAR 703 total
includes taxes & fees
7 Jan - 8 January 2026
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Apartment in Kingston

9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is SAR 304
SAR 862 total
includes taxes & fees
10 Dec - 11 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Property grounds
Private Studio Close to Downtown Rhinebeck

Apartment in RHINEBECK

10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is SAR 267
SAR 828 total
includes taxes & fees
10 Dec - 11 Dec
Private Studio Close to Downtown Rhinebeck
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is SAR 413
SAR 1,546 total
includes taxes & fees
10 Dec - 11 Dec
Local Artist Inspired | Walk to WestPoint + King Bed
Outdoor dining
Mid-Century DJ’s Dream

Apartment in Staatsburg

10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is SAR 419
SAR 738 total
includes taxes & fees
18 Dec - 19 Dec
Mid-Century DJ’s Dream
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Highland Falls

10.0 out of 10, Exceptional, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is SAR 475
SAR 914 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Property grounds
Cozy Apartment with Sauna in Historic Stone Ridge

Apartment in Stone Ridge

9.4 out of 10, Exceptional, (14)
"Clean cozy will be staying again"
United States
Michael C.
The price is SAR 221
SAR 587 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Apartment with Sauna in Historic Stone Ridge
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Apartment in Kingston

9.4 out of 10, Exceptional, (22)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
The price is SAR 321
SAR 855 total
includes taxes & fees
11 Dec - 12 Dec
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane

Apartment in Hyde Park

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is SAR 599
SAR 773 total
includes taxes & fees
1 Jan - 2 January 2026
Hudson Valley Farm Getaway- West/Llama Lover Lane
Property grounds
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Apartment in Wallkill

10.0 out of 10, Exceptional, (71)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
The price is SAR 432
SAR 879 total
includes taxes & fees
10 Dec - 11 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Apartment in Newburgh

9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is SAR 450
SAR 1,044 total
includes taxes & fees
29 Dec - 30 Dec
Grant - A Tranquil One Bedroom Steps from River
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Apartment in Beacon

10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is SAR 533
SAR 1,023 total
includes taxes & fees
7 Jan - 8 January 2026
Lux APT Your home away from home.
1 bedroom, desk, free WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in Red Hook

9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is SAR 473
SAR 828 total
includes taxes & fees
10 Dec - 11 Dec
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Apartment in Beacon

9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is SAR 413
SAR 886 total
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Apartment (1 Bedroom) | Interior
Explore & Work! Stylish Washington Heights Duplex

Apartment in Newburgh

3.0 star property
The price is SAR 552
SAR 1,208 total
includes taxes & fees
18 Dec - 19 Dec
Explore & Work! Stylish Washington Heights Duplex
Exterior
West Wing - a unique private space w/patio

Apartment in Shokan

9.8 out of 10, Exceptional, (20)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
The price is SAR 405
SAR 664 total
includes taxes & fees
10 Dec - 11 Dec
West Wing - a unique private space w/patio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What's it like to stay at an apartment in Highland?
There are 7 apartments to choose from in Highland for your stay.
How do you know if an apartment is a good option for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in Highland?
Listed below are some of the more popular apartments in the area to choose from: Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok: Includes a private pool and private patios. Access to onsite laundry facilities is available on site. Mid-Century DJ's Dream: Located 7.9 mi/12.7 km away in Hyde Park. Laundry facilities, free WiFi, and private patios are included. Access to onsite laundry facilities is available on site. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi: Located in Kingston, 14.8 mi/23.8 km away. Includes free WiFi, sofa beds, and jetted bathtubs. Onsite laundry facilities and a hot tub are on site. Grant - A Tranquil One Bedroom Steps from River: Located 14.9 mi/23.9 km away in Newburgh. Free WiFi, private patios, and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy country efficiency in the Hudson Valley: It's located in Newburgh, 10.9 mi/17.6 km from Highland. Includes free WiFi, private patios, and fireplaces.
How many apartments should I expect to find in Highland?
Expedia has 7 apartments to book in Highland.
What will the weather be like in Highland?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Highland. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What should I see and do in Highland?
Walkway Over the Hudson State Historic Park and Berean Park Beach are a couple of scenic spots to enjoy the outdoors, whereas Franklin D Roosevelt Library & Museum is one of the cultural attractions. While here, Franny Reese State Park and Apple Greens Golf Course are other places worth a visit.
What's the best way to get to and around Highland?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 16.6 mi (26.7 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

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